Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, PR China.
J Am Chem Soc. 2013 Mar 27;135(12):4640-3. doi: 10.1021/ja400124t. Epub 2013 Mar 19.
We report herein a mild and catalytic intramolecular aminofluorination of unactivated alkenes. Thus, with the catalysis of AgNO3, the reactions of various N-arylpent-4-enamides with Selectfluor reagent in CH2Cl2/H2O led to the efficient synthesis of 5-fluoromethyl-substituted γ-lactams. A mechanism involving silver-catalyzed oxidative generation of amidyl radicals and silver-assisted fluorine atom transfer was proposed.
我们在此报告了一种温和且催化的非活化烯烃的分子内氨基氟化反应。因此，在 AgNO3 的催化下，各种 N-芳基戊-4-烯酰胺与 Selectfluor 试剂在 CH2Cl2/H2O 中的反应，高效合成了 5-氟甲基取代的γ-内酰胺。提出了一种涉及银催化氧化生成酰胺基自由基和银辅助氟原子转移的反应机理。
